Synthesis of 2-aryloxypropanoic acids analogues of clofibric acid and assignment of the absolute configuration by 1 H NMR spectroscopy and DFT calculations

…, A Giancristofaro, C Maccallini, N Re, R Amoroso…

Index: Ammazzalorso, Alessandra; Bettoni, Giancarlo; De Filippis, Barbara; Fantacuzzi, Marialuigia; Giampietro, Letizia; Giancristofaro, Antonella; Maccallini, Cristina; Re, Nazzareno; Amoroso, Rosa; Coletti, Cecilia Tetrahedron Asymmetry, 2008 , vol. 19, # 8 p. 989 - 997

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Citation Number: 8

Abstract

A new set of optically active 2-aryloxypropanoic acids has been synthesized through a simple strategy, in good yields and excellent enantiomeric excesses. Their absolute configuration was assigned by means of a NMR-based approach consisting of the derivatization of the carboxylic acids with ethyl mandelate and the comparison of the chemical shifts of the obtained diastereomers. The effectiveness of such an approach has ...